AI Article Synopsis
- The study introduces a new electrochemical method for retro-allylation of homoallylic alcohols by breaking C(sp)-C(sp) bonds.
- This reaction utilizes sulfonyl hydrazides as radical sources, yielding sulfonyl allylic compounds while producing nitrogen and hydrogen as harmless byproducts.
- Key advantages include the lack of metal and base requirements, acceptance of a variety of functional groups, and versatility with different substrates.
Article Abstract
We report herein the first examples of electrochemical radical retro-allylation of homoallylic alcohols via the cleavage of the C(sp)-C(sp) bond. In this reaction, a variety of sulfonyl hydrazides were employed as the environmentally friendly radical sources via an electrochemical dehydrazination with the release of N and H as the byproducts, leading to sulfonyl allylic compounds in moderate to good yields. The reaction features metal- and base-free reaction conditions, broad functional group tolerance, and a broad substrate scope.
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| http://dx.doi.org/10.1021/acs.joc.3c02439 | DOI Listing |
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